ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 11, Problem 11.32P
Interpretation Introduction
Interpretation: A stepwise mechanism for the acid-catalyzed conversion of enamine X to imine Y is to be drawn.
Concept Introduction: The
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(a
4 shows scanning electron microscope (SEM) images of extruded
actions of packing bed for two capillary columns of different diameters,
al 750 (bottom image) and b) 30-μm-i.d. Both columns are packed with the
same stationary phase, spherical particles with 1-um diameter.
A) When the columns were prepared, the figure shows that the column with
the larger diameter has more packing irregularities. Explain this observation.
B) Predict what affect this should have on band broadening and discuss your
prediction using the van Deemter terms.
C) Does this figure support your explanations in application question 33?
Explain why or why not and make any changes in your answers in light of
this figure.
Figure 4 SEM images of
sections of packed columns
for a) 750 and b) 30-um-i.d.
capillary columns.³
fcrip
= ↓ bandwidth Il temp
32. What impact (increase, decrease, or no change) does each of the following conditions have on the individual
components of the van Deemter equation and consequently, band broadening?
Increase temperature
Longer column
Using a gas mobile phase
instead of liquid
Smaller particle stationary phase
Multiple Paths
Diffusion
Mass Transfer
34. Figure 3 shows Van Deemter plots for a solute molecule using different column inner diameters (i.d.).
A) Predict whether decreasing the column inner diameters increase or decrease bandwidth.
B) Predict which van Deemter equation coefficient (A, B, or C) has the greatest effect on increasing or
decreasing bandwidth as a function of i.d. and justify your answer.
Figure 3 Van Deemter plots for hydroquinone using different column inner diameters (i.d. in μm). The data was
obtained from liquid chromatography experiments using fused-silica capillary columns packed with 1.0-μm particles.
35
20
H(um)
큰 20
15
90
0+
1500
100
75
550
01
02
594
05
μ(cm/sec)
30
15
10
Chapter 11 Solutions
ORGANIC CHEMISTRY
Ch. 11 - Problem 11.1 Neopheliosyne B is a novel acetylenic...Ch. 11 - Give the IUPAC name for each compound.Ch. 11 - Give the structures corresponding to each of the...Ch. 11 - Prob. 11.4PCh. 11 - Prob. 11.5PCh. 11 - Which bases can deprotonate acetylene? The pKa...Ch. 11 - Draw the organic products formed when each alkyne...Ch. 11 - Draw additional resonance structures for each...Ch. 11 - Problem 11.9 Draw the products formed when is...Ch. 11 - Explain the following result. Although alkenes...
Ch. 11 - Problem 11.11 Draw the keto tautomer of each...Ch. 11 - Prob. 11.12PCh. 11 - a Draw two different enol tautomers of...Ch. 11 - Prob. 11.14PCh. 11 - Problem 11.15 Draw the organic products formed in...Ch. 11 - Problem 11.16 What acetylide anion and alkyl...Ch. 11 - Problem. 11.17 Show how , and can be used to...Ch. 11 - Prob. 11.18PCh. 11 - Draw the products of each reaction. a. b.Ch. 11 - Prob. 11.20PCh. 11 - Problem 11.21 Use retrosynthetic analysis to show...Ch. 11 - Prob. 11.22PCh. 11 - Give the IUPAC name for each compound. a. b.Ch. 11 - Prob. 11.24PCh. 11 - 11.25 Answer the following questions about...Ch. 11 - 11.26 Give the IUPAC name for each alkyne.
a. ...Ch. 11 - Prob. 11.27PCh. 11 - Which of the following pairs of compounds...Ch. 11 - Prob. 11.29PCh. 11 - 11.30 How is each compound related to A? Choose...Ch. 11 - Prob. 11.31PCh. 11 - Prob. 11.32PCh. 11 - 11.33 Draw the products formed when is treated...Ch. 11 - What reagents are needed to convert (CH3CH2)3CCCH...Ch. 11 - Prob. 11.35PCh. 11 - 11.36 What alkynes give each of the following...Ch. 11 - 11.37 What alkyne gives each compound as the only...Ch. 11 - 11.38 Draw the organic products formed in each...Ch. 11 - 11.39 Draw the structure of compounds A-E in the...Ch. 11 - Prob. 11.40PCh. 11 - Prob. 11.41PCh. 11 - 11.42 What reactions are needed to convert alcohol...Ch. 11 - Prob. 11.43PCh. 11 - Prob. 11.44PCh. 11 - 11.45 Explain the following statement. Although ...Ch. 11 - 11.46 Tautomerization in base resembles...Ch. 11 - 11.47 Draw a stepwise mechanism for each...Ch. 11 - Prob. 11.48PCh. 11 - Prob. 11.49PCh. 11 - 11.50 What acetylide anion and alkyl halide are...Ch. 11 - 11.51 Synthesize each compound from acetylene. You...Ch. 11 - 11.52 Devise a synthesis of each compound using ...Ch. 11 - Prob. 11.53PCh. 11 - Prob. 11.54PCh. 11 - 11.55 Devise a synthesis of the ketone, , from ...Ch. 11 - 11.56 Devise a synthesis of each compound using ...Ch. 11 - Prob. 11.57PCh. 11 - Prob. 11.58PCh. 11 - 11.59 N-Chlorosuccinimide (NCS) serves as a source...Ch. 11 - 11.60 Draw a stepwise mechanism for the following...Ch. 11 - 11.61 Draw a stepwise mechanism for the following...Ch. 11 - Prob. 11.62PCh. 11 - 11.63 Write a stepwise mechanism for each of the...Ch. 11 - Prob. 11.64PCh. 11 - 11.65 Explain why an optically active solution of ...
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